Borane;tetrahydrofuran → HCID 19429411, compound

HRID 1078401Notes

Reaction equation

HRID 1078401 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([NH:11][C:12]([CH2:14][CH2:15][N:16]2[C:20]([CH3:21])=[C:19]([C:22](OCC)=[O:23])[N:18]=[CH:17]2)=O)([CH3:10])[CH3:9])=[CH:4][CH:3]=1.B.C1COCC1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([NH:11][CH2:12][CH2:14][CH2:15][N:16]2[C:20]([CH3:21])=[C:19]([CH2:22][OH:23])[N:18]=[CH:17]2)([CH3:10])[CH3:9])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 2723981Borane;tetrahydrofuranHCID 19429393HCID 19429393, compound

Product 1

HCID 19429411HCID 19429411, compound

Procedure

In a similar manner to Example 64b, a mixture of ethyl 1-{N-[1-(4-chlorophenyl)-1-methylethyl]-2carbamoylethyl}-5-methylimidazole-4-carboxylate (28.8 g, from Example 78) and borane/THF (303.4 ml, 400 ml THF, 1.0M solution) gave 1-{3-[1-(4-chlorophenyl)-1-methylethylamino]propyl}-5-methylimidazol-4-yl-methanol, m.p. 97°-99° C.

Sources & evidence

ORD record
ord-3217c33e4a2848349c9b1eb80ae0ea9d
Source dataset
uspto-grants-1996_08
Patent number
US05547972

Reaction notes

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